202344-74-9Relevant articles and documents
Indoloquinones, Part 5: Palladium-catalyzed total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C
Knoelker, Hans-Joachim,Reddy, Kethiri R.,Wagner, Alfred
, p. 8267 - 8270 (1998)
The efficient palladium-catalyzed oxidative coupling of an anilinoquinone and subsequent regioselective introduction of the heptyl side chain provide the antioxidative substance carbazoquinocin C in four steps and 36% overall yield from aniline.
Indoloquinones, part 7. Total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C by an intramolecular palladium-catalyzed oxidative coupling of an anilino-1,4-benzoquinone
Kn?lker, Hans-Joachim,Fr?hner, Wolfgang,Reddy, Kethiri R.
, p. 557 - 564 (2007/10/03)
A highly efficient total synthesis of the potent lipid peroxidation inhibitor carbazoquinocin C is presented. The key-step is a palladium(II)-catalyzed oxidative cyclization of an anilino-1,4-benzoquinone to a carbazole-1,4-quinone which proceeds in up to 91% yield. Using this approach the natural product is obtained in four steps and 39% overall yield starting from aniline.